An efficient zinc acetate dihydrate-catalyzed green protocol for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones

IF 1.7 Q3 CHEMISTRY, ORGANIC Organic Communications Pub Date : 2023-05-11 DOI:10.25135/acg.oc.149.2303.2742
B. Chinta, Satyadev N.V.S.S. Turlapati, Venkata Adilakshmi Gaddaguti
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Abstract

: By condensation from substituted carbonyl compounds and anthranilamide under toluene reflux conditions, a wide range of 2,3-dihydroquinazolin-4(1 H )-ones were produced in fair to good yields with the use of a Lewis acid catalyst Zn(OAc) 2 •2H 2 O (10 mol%), which is inexpensive, accessible, and environmentally friendly. All the synthesized compounds were properly described using melting point, IR, NMR, and mass spectral studies, and the findings were compared with information from the earlier literature. The new method has a number of advantages over the traditional methods for the synthesis of divergent 2,3-dihydroquinazolin-4(1 H )-ones, including a higher product conversion, a wide substrate range, and the absence of undesirable side products. Aliphatic, heteroaromatic and aromatic carbonyl compounds were well tolerated under the optimized reaction conditions.
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高效二水乙酸锌催化合成2,3-二氢喹唑啉-4(1H)-酮的绿色方案
:通过在甲苯回流条件下由取代羰基化合物和邻氨基苯甲酰胺缩合,使用廉价、可获得且环境友好的路易斯酸催化剂Zn(OAc)2•2H2O(10mol%),以相当好的产率生产了广泛的2,3-二氢喹唑啉-4(1H)-酮。使用熔点、IR、NMR和质谱研究对所有合成的化合物进行了适当的描述,并将这些发现与早期文献中的信息进行了比较。与传统方法相比,新方法在合成不同的2,3-二氢喹唑啉-4(1H)-酮方面具有许多优点,包括较高的产物转化率、较宽的底物范围和不存在不良副产物。在优化的反应条件下,脂肪族、杂芳香族和芳香羰基化合物具有良好的耐受性。
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来源期刊
Organic Communications
Organic Communications CHEMISTRY, ORGANIC-
CiteScore
2.80
自引率
11.80%
发文量
21
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